Shepherdsville Homes with Entry Side Parking

Shepherdsville Homes with Entry Side Parking

Welcome to Shepherdsville, Kentucky—where small-town charm meets modern convenience! Nestled in Bullitt County, this vibrant city is known for its friendly community, rich history, and stunning natural landscapes. With its proximity to Louisville, Shepherdsville offers an ideal blend of suburban tranquility and urban accessibility, making it a perfect place for families, young professionals, and retirees alike.

One of the standout features of homes in Shepherdsville is the option for entry side parking. These thoughtfully designed properties not only enhance curb appeal but also provide practical solutions for homeowners. Imagine driving up to your spacious residence, where the side-entry garage offers a seamless transition from the hustle and bustle of daily life to the comfort of your home. This design choice maximizes usable outdoor space, allowing for beautifully landscaped yards and inviting outdoor areas for entertaining friends and family.

As you explore the real estate market in Shepherdsville, you'll find a variety of homes that cater to diverse tastes and budgets. From charming single-family homes to modern new constructions, there's something for everyone. The community is also home to excellent schools, parks, and recreational facilities, ensuring that residents enjoy a high quality of life.

Whether you’re looking to settle down, invest, or find a vacation home, Shepherdsville is a hidden gem that promises a warm welcome and a vibrant lifestyle. Come discover the beauty and convenience of living in this delightful Kentucky city, where your dream home awaits!

Newest Shepherdsville Homes with Entry Side Parking

253 Cammi Dr, Shepherdsville
$530,000
4 Beds ⋅ 3 Baths ⋅ 1733690 MLS
Custom-Built Ranch with Walkout Basement, Two Garages & Multi-Generational Living Potential! Offered for the first time by its original owners, 253 Cammi Drive is a meticulously maintained, custom-built ranch offering approximately 4,450 square feet of finished living space, a versatile floor plan, exceptional storage, and a spacious lot. Thoughtfully designed with functionality in mind, this property offers an ideal layout for multi-generational living, a dual-family household, or those seeking separate living areas under one roof. The main level features convenient first-floor living, including three bedrooms, two full bathrooms, a spacious living room with a fireplace, formal dining room, eat-in kitchen, and a dedicated first-floor laundry room. The first-floor primary suite offers a private primary bathroom and multiple walk-in closets. White oak hardwood flooring, designer chandeliers, and a covered rear deck add character throughout the main level. The fully finished walkout basement significantly expands the home's living possibilities. Featuring a separate exterior entrance, fourth bedroom, full bathroom, second fireplace, expansive family room, bonus room, walk-in storage closet, and direct access to the rear patio, the lower level provides excellent potential for a private in-law suite, multi-generational arrangement, or secondary living quarters with minimal modifications. With two distinct living levels, separate entrances, and full bathrooms on each floor, the layout provides flexibility for households seeking both shared spaces and added privacy. Parking and storage are equally impressive. The property includes two separate garages: an attached garage serving the main residence and a detached two-car garage with an additional attached two-car carport. An extra-wide driveway provides generous parking and maneuvering space for multiple vehicles. Additional storage sheds, numerous interior closets, and dedicated storage areas offer exceptional space for organization, hobbies, equipment, and seasonal items. Outside, enjoy the generous lot, gazebo, covered deck, rear patio, and peaceful views of the neighboring open fields. Whether entertaining, enjoying the outdoors, or simply appreciating the space between properties, the exterior offers plenty of possibilities. With its custom construction, first-floor primary suite, two garages, finished walkout basement, separate entrances, two full living levels, and abundant storage, 253 Cammi Drive offers a rare combination of space, versatility, and thoughtful design. Schedule your private showing to explore everything this one-owner property has to offer.

253 Cammi Dr, Shepherdsville
226 Blue Ash Dr, Shepherdsville
$445,000
4 Beds ⋅ 3 Baths ⋅ 1733145 MLS
Welcome home to 226 Blue Ash Drive! This charming and well-maintained property is nestled in a desirable Bullitt County location. Offering comfortable everyday living and fantastic potential, this home is ready for its next owner. The home features 4 Bedroom, 3 Full Bathrooms, 2 Car Garage, updated Kitchen. Property Highlights: • Inviting Layout: A functional floor plan designed to maximize space and natural light. • Comfortable Living: Generously sized bedrooms and comfortable living areas perfect for relaxing or entertaining. • Outdoor Potential: Enjoy a wonderful outdoor setting with space for gardening, play, or weekend gatherings. • Convenient Location: Situated close to local schools, shopping, dining, and major roadways for an easy commute. Don't miss out on this

226 Blue Ash Dr, Shepherdsville
1140 Rams Run, Shepherdsville
$699,000
3 Beds ⋅ 3 Baths ⋅ 1732928 MLS
Hidden away at the end of a peaceful cul-de-sac, 1140 Rams Run offers the rare opportunity to enjoy a private, self-reliant lifestyle surrounded by nature—without sacrificing convenience. Tucked off the beaten path, this exceptional property provides quick access to I-65 for easy travel to Shepherdsville and Elizabethtown, as well as nearby Hwy 245 for a direct route to Bardstown. Whether you're seeking a private country retreat, a homestead, a recreational paradise, or a property designed with preparedness in mind, this one-of-a-kind estate delivers. The location is ideal for outdoor enthusiasts. Nearby attractions include Bernheim Forest, Pine Creek Barrens Nature Preserve, Forest Edge Winery, and the world-famous Jim Beam Distillery. Multiple lakes, parks, campgrounds, off-roading destinations, hiking opportunities, and trail-riding areas are all within easy reach. Sportsmen will appreciate the ability to enjoy target shooting on the property, with the Kentucky Gun Club and Knob Creek Gun Range also located nearby. The home is nestled among beautiful wooded acreage featuring established hiking and biking trails that wind through your own backyard. Here, nature isn't something you visit—it's part of everyday life. Outdoor living is a centerpiece of the property. Four tiered aggregate patios, including two covered areas, create distinct spaces for entertaining and relaxation. Enjoy family cookouts, grilling, barbecuing, relaxing beneath the gazebo, gathering around the pool area, or simply taking in the peaceful surroundings. The circular driveway provides abundant parking and easy maneuverability for RVs, boats, campers, and trailers. For homesteaders and preppers, this property is exceptionally well-equipped. The chemical- and pesticide-free garden plot is ready for growing your own food, while established asparagus beds provide annual harvests. A plant map will be available for the new owner. The property also features a 15,000-gallon cistern that continues to collect rainwater, offering an additional layer of self-sufficiency. Combined with the whole-house Generac generator and a second chimney flue available for a future wood stove installation, the home is well-positioned for off-grid or emergency preparedness living. Inside, the meticulously maintained residence combines comfort, functionality, and timeless design. The spacious living room features soaring vaulted ceilings, hardwood flooring, custom shutters, and a striking creekstone fireplace highlighted by a unique Kentucky-shaped stone feature and double-flue chimney. The expansive kitchen was designed for both everyday living and large gatherings, offering abundant cabinetry, a large center island, generous dining space, and dual workstations that are ideal for meal preparation, remote work, or homeschooling. The oversized primary suite offers a peaceful retreat with dual closets and a spacious ensuite bath featuring a skylight and jetted tub/shower combination. Two additional bedrooms are larger than typical secondary bedrooms and feature new carpeting and generous closet space. The walkout basement expands the home's living space while providing peace of mind. Filled with natural light, it includes large rooms, extensive storage, a full bathroom, and dedicated storm- and tornado-safe rooms, making it an ideal refuge during severe weather. Accessibility considerations have also been thoughtfully incorporated throughout the home. Additional recent improvements include: New HVAC system New water heater New basement pump Newer roof with gutter guards Generac whole-house generator Custom shutters A charming guest cottage adds tremendous flexibility for guests, hobbies, home office use, or recreational space. Well insulated and climate controlled for year-round comfort, the cottage is connected to the generator system and features a dog door leading directly to an enclosed pen area, making it perfect for pet owners. The impressive "double barn" is truly a standout feature. One side serves as an insulated six-bay workshop with concrete floors, water service, fan, air hose system, two large workbenches, and a wood stove—an ideal setup for mechanics, craftsmen, hobbyists, or small business owners. The large bays measure approximately 50 feet deep with 18-foot clear height, providing exceptional versatility. The second side offers massive storage capacity for multiple RVs, boats, campers, ATVs, equipment, tractors, and recreational vehicles. With no HOA restrictions, abundant storage, established trails, room for chickens or kennels, recreational opportunities at your doorstep, and infrastructure designed for both comfort and preparedness, 1140 Rams Run is far more than a home—it's a lifestyle. Private yet connected. Peaceful yet prepared. A place where adventure, self-sufficiency, and everyday comfort come together in one extraordinary Kentucky property.

1140 Rams Run, Shepherdsville
271 Alfred Ln, Shepherdsville
$500,000
3 Beds ⋅ 2 Baths ⋅ 1732140 MLS
Welcome to 271 Alfred Lane, where golf-course views meet an extraordinary backyard retreat! Overlooking the 14th fairway, this beautifully maintained 3-bedroom, 2-bath all brick ranch features a spectacular outdoor transformation completed in 2025. The centerpiece is a stunning 2025-installed, 14' x 32' heated saltwater fiberglass pool with a gorgeous Pacific Blue finish, a uniform 4'8" depth, cascading waterfalls, deck jets, and LED lighting. Surrounding the pool are beautiful natural walnut travertine pavers with matching bullnose coping, dramatic natural-gas fire columns, integrated landscape lighting, and attractive landscaping, all enclosed by black aluminum fencing. Inside, you will find 2,040 square feet of thoughtfully designed living space with soaring 12-foot ceilings, bamboo flooring, crown molding, and an inviting great room with a gas fireplace. The open kitchen features stainless steel appliances, abundant cabinetry, a breakfast bar, and pantry storage, with views overlooking the beautiful pool area. The spacious primary suite offers a large walk-in closet and a private bath with a walk-in shower, bench seating, and double vanity. Two additional bedrooms and a full hall bath provide comfortable accommodations, while a bonus room offers flexible space for a home office, hobbies, craft/sewing room or children's playroom. Additional highlights include a glass-enclosed rear porch overlooking the pool, a convenient laundry/mudroom with built-in desk and additional pantry storage, and an oversized 2.5-car side-entry garage. Located on a quiet cul-de-sac overlooking the golf course, this home offers an exceptional combination of comfortable single-level living and resort-inspired outdoor amenities. The golf course is open to the public, with optional memberships available. At $500,000, this is a property you'll want to experience in person—especially the backyard!

271 Alfred Ln, Shepherdsville
914 Big Springs Dr, Shepherdsville
$585,000
3 Beds ⋅ 3 Baths ⋅ 1731524 MLS
WOW! Privacy, panoramic views, and room to live, work, and entertain—this exceptional 5.1-acre property truly has it all! Nestled among mature trees and rolling terrain, this updated, move-in-ready, all-brick ranch offers the kind of peaceful, panoramic setting that feels more like a Gatlinburg getaway than home. Inside, the open and split-bedroom floor plan is designed for both everyday living and entertaining. Beautiful hardwood floors, beamed and vaulted ceilings, a striking stone wood-burning fireplace, and a wall of windows and doors across the rear of the home immediately draw your attention to the spectacular outdoors. A covered front porch spans both sides of the home, providing the perfect place to enjoy morning coffee, warm summer days, or crisp autumn evenings. The spacious kitchen features beautiful maple cabinetry, a center island, abundant counter space, and an effortless flow into the open dining and family room areas. Just off the kitchen, the oversized primary suite offers plenty of room for large furnishings and features a luxurious ensuite bath with a jetted tub, separate walk-in shower, and walk-in closet. Conveniently, the closet connects directly to the laundry room. The primary bedroom also offers direct access to the covered rear deck, where you can relax and take in the peaceful surroundings and creek below. On the opposite side of the main level, two additional generously sized bedrooms and a full bathroom provide comfortable accommodations for family and guests. An open staircase leads to the finished walkout basement—an entertainer's dream! The lower level features a second family room with another wood-burning fireplace, a bar area with sink, game room with billiards table that remains, a third full bathroom with standalone shower, finished sleeping quarters, and additional unfinished storage. A one-car attached garage provides convenient access to the lower level, along with direct access to the patio and yard. Outside, the property truly shines. New black aluminum fencing and a recently fortified and capped retaining wall creates another level, usable yard area—ideal for a pool, trampoline, fire pit, outdoor entertaining space, or play equipment. The newly paved and widened driveway improves accessibility while providing abundant additional parking for guests, large vehicles, boats, or recreational equipment. And then there's the 30' x 40' detached outbuilding, offering an incredible amount of flexibility for the hobbyist, craftsman, collector, or small-business owner. Featuring concrete floors, electric, 10' walls, a 9' x 9' garage door, and an additional carport sized for a camper, this space provides exceptional workshop, storage, and parking options. With 5.1 wooded acres, expansive views, a creek, multiple outdoor living spaces, a finished walkout basement, attached garage, and a substantial detached outbuilding, this property offers a rare combination of privacy, functionality, and convenience. Located just minutes from I-65, area distilleries and the Bourbon Trail, and Bernheim Forest, with easy access to Louisville, Bardstown, Fort Knox, and Elizabethtown, this is country living without sacrificing convenience. Newer mechanicals & roof, and a recently inspected & pumped septic tank provide added peace of mind. Come experience the views, explore the acreage, and see everything this one-of-a-kind property has to offer. Schedule your private showing today!

914 Big Springs Dr, Shepherdsville
1318 Worth Ave, Shepherdsville
$360,000
3 Beds ⋅ 2 Baths ⋅ 1731508 MLS
Welcome home to this charming all-brick, 3-bedroom, 2-bath home situated on a spacious corner lot in the conveniently located Meadowbrook Subdivision. Inside, the inviting living room features a vaulted ceiling and cozy gas fireplace, creating the perfect space to relax or entertain. The kitchen offers an eat in dining area, ample cabinetry, granite countertops, tile flooring. Off the kitchen is the office/bonus room with built-in cabinetry providing a great space for working from home or additional storage. Step outside to enjoy the screened-in covered porch overlooking the spacious yard and beautifully landscaped water feature—an ideal setting for morning coffee, outdoor dining, or unwinding at the end of the day. An attached 2-car garage adds convenience and additional storage. With its all-brick exterior, functional layout, generous outdoor space, and convenient location, this Meadowbrook home has so much to offer. Easy to show, schedule your private showing today!

1318 Worth Ave, Shepherdsville
260 Brennan Ct, Shepherdsville
$535,000
3 Beds ⋅ 2 Baths ⋅ 1730667 MLS
Welcome to this EXCELLENT-CONDITION custom-built ranch in the Desirable MapleHurst Estates Subdivision. This 1,900 sq.ft.home sits on .78 acres with stone and shake siding accents. 2-car attached garage PLUS a Hugh 3-car (30x30)detatched garage with 13ft. ceilingsw/a new mini-split system for year round heating and cooling. Perfect for a workshop, studio, of flex space. Open floor plan with split Bedrooms and double trey ceiling in Primary Suite.Kitchen has granite counters hugh island, beautiful custom cabinets w/double oven. Primary bath w/walk-in showerdouble vanity, Hugh walk-in closet. New patio, New Decorative rod-iron-style fencing, custom landscaping, and custom window treatments through-out

260 Brennan Ct, Shepherdsville
569 Pitts Point Rd, Shepherdsville
$309,900
3 Beds ⋅ 2 Baths ⋅ 1730600 MLS

569 Pitts Point Rd, Shepherdsville
440 S Peak Ave, Shepherdsville
$485,500
3 Beds ⋅ 3 Baths ⋅ 1730220 MLS
Welcome to a beautifully appointed ranch that blends timeless style, thoughtful updates, and exceptional versatility on just over half an acre. From the moment you enter the inviting foyer, you'll appreciate the attention to detail, including beautiful Engineered Hardwood Handscraped Hickory that flows effortlessly into the spacious family room, where a stunning gas fireplace creates the perfect focal point for gathering and relaxing. The updated kitchen offers a stylish and functional space featuring Corian countertops, included appliances, and Armstrong LVT flooring. The generously sized primary suite provides a peaceful retreat with a walk-in closet and beautifully updated ensuite bath. Two additional bedrooms offer comfortable space for family, guests, or a home office, while the updated hall bathroom adds another touch of modern appeal. The finished lower level truly expands the possibilities of this home, offering an additional living area with an additional gas fireplace, multiple versatile flex rooms, and a full bathroom. Whether you need space for entertaining, hobbies, work-from-home needs, guests, or simply additional room to spread out, this level offers plenty of options. A 2.5-car garage provides ample parking and storage. Step outside and enjoy one of the home's standout features, t The beautiful, covered deck overlooking a serene, tree-lined backyard. The property offers just over half an acre with a partially fenced backyard and beautiful landscaping thoughtfully established throughout the front, side, and rear of the home. With its inviting interior, quality finishes, expansive finished lower level, beautiful outdoor spaces, and generous lot, this exceptional ranch offers the space and versatility you've been looking for—all in a setting that feels like home the moment you arrive.

440 S Peak Ave, Shepherdsville
203 Ridge Rd, Shepherdsville
$500,000
3 Beds ⋅ 4 Baths ⋅ 1729187 MLS
From the handcrafted woodwork to the spring-fed pond, 203 Ridge Road is a home with a story in every room. The owner fashioned much of the natural woodwork from rough-cut timber, creating a memorable entry, arched openings, and tongue-and-groove beadboard along the staircase. All windows were replaced in 2022. The kitchen offers a breakfast nook, and the formal dining room opens to the deck through sliding glass doors. The refrigerator, stove, dishwasher, and microwave remain. A main-floor bedroom and full bath offer flexible living space, while the generous laundry room features folding counters, a chute from upstairs, and an included washer and dryer. Upstairs, the primary bedroom has a walk-in shower and an accessible-height sink and countertop. A second bedroom, a loft or office or den, and a cleverly designed hallway shoe closet add to the home's versatility. The finished basement extends the living space with a family room, stone fireplace, kitchenette, music room, craft room, additional bath, plentiful closets, and a dedicated storm shelter. A whole-house central vacuum and radon mitigation system are also in place. Outside, mature trees and fresh landscaping create a park-like setting. Explore the spring-fed pond, fruit trees, blueberries, blackberries, and a fenced vegetable garden with raised beds. The small greenhouse includes a heater and rainwater collection system. The two-car garage has shelved storage and a water faucet, while the approximately 30-by-40-foot barn offers a concrete floor, substantial electrical service, and a dedicated woodworking shop with built-in vacuum and sawdust collection. A multi-bay, three-sided shed provides even more space for projects and storage. This is a property for someone who appreciates craftsmanship, room to create, and grounds that invite you to stay awhile. Come see this one today!

203 Ridge Rd, Shepherdsville
128 Erikas Ct, Shepherdsville
$495,000
3 Beds ⋅ 3 Baths ⋅ 1722905 MLS
Move-in ready with major updates! This well-maintained home offers comfort, style, and peace of mind. Enjoy new main-level flooring (2024), an extended driveway (2024) with additional parking, new replacement windows with a transferable lifetime warranty, and a new electrical panel (2025). The bright, functional floor plan is perfect for everyday living and entertaining. Thoughtfully updated and meticulously cared for, this home is ready for its next owner. Conveniently located near shopping, dining, parks, schools, and major highways. Don't miss this opportunity to own a home with valuable recent improvements already completed. Schedule your private showing today!

128 Erikas Ct, Shepherdsville
389 Cedar Place Dr, Shepherdsville
$948,000
4 Beds ⋅ 5 Baths ⋅ 1722310 MLS
Improved Price! Nestled on 2.2 picturesque, park-like acres, this exceptional custom home offers luxury, privacy, and incredible versatility. Built in 2000, this beautifully maintained home features 4 bedrooms, 4 full baths, and 1 half bath, with each bedroom offering its own private full bath. Elegant details include extensive crown molding, vaulted and tray ceilings, and spacious living areas designed for both everyday living and entertaining. The well-appointed kitchen features abundant cabinetry, a planning desk, and a large walk-in pantry. The luxurious primary suite is a true retreat with a private morning kitchen, gas fireplace, and an expansive en-suite bath. The fully finished walk-out basement is ideal for multi-generational living or an in-law suite, offering two bedrooms, two full baths, a full kitchen, dining area, family room, gas fireplace, recreation room, media room, workout room, and a full laundry room. Walk directly from the lower level to the private backyard oasis featuring a beautiful in-ground saltwater pool surrounded by mature landscaping. The attached 2-car garage includes epoxy floors, Gladiator storage cabinets, and a workshop area, while the detached 2-car garage provides additional space for vehicles, hobbies, or storage. This one-of-a-kind property combines elegant finishes, functional living space, and a serene setting just minutes from everyday conveniences. Whether you're looking for room to entertain, accommodate extended family, or simply enjoy peaceful country living, this remarkable home offers it all.

389 Cedar Place Dr, Shepherdsville
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